9-(1,3-benzodioxol-5-yl)-6,7-dimethoxy-1-oxo-1,3-dihydronaphtho[2,3-c]furan-4-yl 2-O-beta-D-glucopyranosyl-3,4-di-O-methyl-beta-D-xylopyranoside

Base Information

• Chemical Name: 9-(1,3-benzodioxol-5-yl)-6,7-dimethoxy-1-oxo-1,3-dihydronaphtho[2,3-c]furan-4-yl 2-O-beta-D-glucopyranosyl-3,4-di-O-methyl-beta-D-xylopyranoside
• CAS No.: 86402-39-3
• Molecular Formula: C₃₄H₃₈O₁₆
• Molecular Weight: 702.666
• Mol file: 86402-39-3.mol

Synonyms:

Chemical Property of 9-(1,3-benzodioxol-5-yl)-6,7-dimethoxy-1-oxo-1,3-dihydronaphtho[2,3-c]furan-4-yl 2-O-beta-D-glucopyranosyl-3,4-di-O-methyl-beta-D-xylopyranoside

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 930.3°C at 760 mmHg
• Flash Point: 295.1°C
• Density: 1.54g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 9-(1,3-benzodioxol-5-yl)-6,7-dimethoxy-1-oxo-1,3-dihydronaphtho[2,3-c]furan-4-yl 2-O-beta-D-glucopyranosyl-3,4-di-O-methyl-beta-D-xylopyranoside

There total 4 articles about 9-(1,3-benzodioxol-5-yl)-6,7-dimethoxy-1-oxo-1,3-dihydronaphtho[2,3-c]furan-4-yl 2-O-beta-D-glucopyranosyl-3,4-di-O-methyl-beta-D-xylopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

4-O-[2''',3''',4''',6'''-O-tetra-O-acetyl-β-D-galactopyranosyl(1→2)-3'',4''-di-O-methyl-β-D-xylopyranosyl]diphyllin → 4-O-[β-D-galactopyranosyl(1→2)-3'',4''-di-O-methyl-β-D-xylopyranosyl]diphyllin (86402-39-3)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 1h;

DOI:10.1111/cbdd.12538

Reference yield: 83.0%

4-O-[2?,3?,4?,6?-O-tetra-O-acetyl-β-d-glucopyranosyl (1→2)-3,4-di-O-methyl-β-d-xylopyranosyl]diphyllin → cleistanthoside A (86402-39-3)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 1h;

DOI:10.1016/j.ejmech.2014.06.002

Reference yield:

4-O-[3″,4″-di-O-methyl-β-d-xylopyranosyl]diphyllin + glucopyranosyl trichloroacetimidate (141839-43-2) → cleistanthoside A (86402-39-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dichloromethane / 0.17 h / -20 °C / Molecular sieve; Inert atmosphere

1.2: 3 h / 20 °C

2.1: potassium carbonate / methanol / 1 h / 20 °C

With potassium carbonate; In methanol; dichloromethane;

DOI:10.1016/j.ejmech.2014.06.002

upstream raw materials:

glucopyranosyl trichloroacetimidate

2,3,4,6-tetra-O-acetyl-α-galactopyranosyl trichloroacetimidate